The 2025 season wrapped with heartbreak for the Chicago Cubs. The team finished the season with a strong 92-70 record, earning its first playoff spot since 2020. However, their journey in October ended in Game 5 of the National League Division Series against the Milwaukee Brewers. Now that the dust has settled, conversations have shifted to roster decisions. And at the centre of those discussions stands Pete Crow Armstrong. His breakout season, loyalty to the team, and ties to the city have shifted the rumoured $250M contract conversation from speculation to a great possibility.

Crow-Armstrong didn’t just have a good season. He had a historic one. The 23-year-old center fielder became only the second player in Cubs history to reach the 30-30 club, joining Sammy Sosa in that exclusive gr

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